(+/-)-Benzyl 3-(6-methoxy-2-methyl-1-oxo-4-phenyl-1,2-dihydroisoquinolin-3-yl)piperidine-1-carboxylate → (+/-)-6-Methoxy-2-methyl-4-phenyl-3-piperidin-3-ylisoquinolin-1(2H)-one

HRID 17867Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 17867
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[C:9](=[O:13])[N:8]([CH3:14])[C:7]([CH:15]1[CH2:20][CH2:19][CH2:18][N:17](C(OCC3C=CC=CC=3)=O)[CH2:16]1)=[C:6]2[C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1>[Pd].C(O)C>[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[C:9](=[O:13])[N:8]([CH3:14])[C:7]([CH:15]1[CH2:20][CH2:19][CH2:18][NH:17][CH2:16]1)=[C:6]2[C:31]1[CH:32]=[CH:33][CH:34]=[CH:35][CH:36]=1

Komponenten

4

Edukt 1

HCID 11397523(+/-)-Benzyl 3-(6-methoxy-2-methyl-1-oxo-4-phenyl-1,2-dihydroisoquinolin-3-yl)piperidine-1-carboxylate

Produkt 1

HCID 11279492(+/-)-6-Methoxy-2-methyl-4-phenyl-3-piperidin-3-ylisoquinolin-1(2H)-one

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 702EthanolLösungsmittel

Versuchsvorschrift

To an ethanol (15 mL) solution of (±)-benzyl 3-(6-methoxy-2-methyl-1-oxo-4-phenyl-1,2-dihydroisoquinolin-3-yl)piperidine-1-carboxylate (201 mg, 0.417 mmol) in a Parr hydrogenation jar was added 10% palladium on carbon catalyst (50 mg). The contents of the jar were hydrogenated at 60 psi for four hours. Filtration through celite followed by evaporation of the filtrate in vacuo gave the titled product as a white foam. Proton NMR for the product was consistent with the titled compound. ESI+MS: 349.2 [M+H]+.

Aufarbeitung

  1. filtrationFiltration through celite
  2. customfollowed by evaporation of the filtrate in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-313a79d6c98346518fee81bb1b92a5c2
Quelldatensatz
uspto-grants-2010_06
Patentnummer
US07741322B2

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